A Personal Journey Through Saint Augustine’s British Period (1763-1784)
Nestled in the historic heart of Saint Augustine, Florida, the Casa de Vino 57 Historical Tours offers a bespoke exploration of the city’s British period (1763-1784). For $72 per person, you’ll spend approximately 2 to 3 hours delving into the stories behind some of the city’s most significant sites, guided by knowledgeable and passionate guides. The tour starts at the charming Joaneda House, located at 57 Treasury Street, and it’s a private experience, meaning your group gets personalized attention without the rush of larger tours.
What we love about this tour is how it balances authentic historical insight with a personal touch. First, the use of a scientific method approach — blending primary and secondary sources — ensures the narrative is well-researched and credible. Second, the guides’ apparent passion and dedication shine through, making history feel alive and engaging. They do a great job of tailoring each tour to the interests of their guests, which means no two tours are exactly alike.
One potential consideration is the price point — $72 per person — which might seem high for some, but given the personalized nature and depth of information, many will find it well worth the investment. This tour is especially suited for history buffs, curious travelers eager to see lesser-known sites, and those who appreciate a more intimate, storytelling approach rather than a generic group experience.
If you prefer a tour that offers authentic sites of Saint Augustine, a detailed narrative, and a guide eager to share their passion, then this experience is likely to satisfy. It’s perfect for those who want to understand the city’s history beyond the surface and enjoy a flexible, private approach.
Key Points

- Personalized tours tailored to your interests create a more meaningful experience.
- Historical sites like the Pena-Peck House, Cathedral Basilica, and Government House are the highlights.
- Focus on the British period offers insight into a lesser-covered era of Saint Augustine’s past.
- In-depth storytelling backed by research makes history engaging and credible.
- Cost reflects quality and detail, offering good value for history enthusiasts.
- Private experience ensures undivided attention and flexibility during your visit.
Exploring the British Period of Saint Augustine: An In-Depth Review

Interested in history? Here are other past-focused experiences we've examined in St Augustine
The Beginning: An Intimate Introduction at Casa de Vino 57
Your journey begins at the historic Joaneda House, where your guide—likely Jonathan, based on glowing reviews—welcomes you with a deep well of knowledge. Here, you’ll learn about the property itself and set the stage for the stories that follow. The tour’s emphasis on primary and secondary sources means you’re getting a well-rounded, credible account that combines factual accuracy with engaging storytelling.
What stands out immediately is the personal approach. The guide takes time to understand what interests you most, whether it’s architecture, colonial history, or personal stories of the people who lived here. This isn’t a hurried overview — expect a thoughtful, rich narrative that respects your curiosity.
The Pena-Peck House: A Window into Spanish and British Roots
After the introductory session, the tour heads to the Pena-Peck House, built during the First Spanish Period but purchased in 1785 by an Irish priest, Father Miguel O’Reilly. This building, one of 35 first Spanish period structures still standing in town, offers a tangible connection to the layered history of Saint Augustine. The guide will unpack the significance of the tabby and coquina construction and discuss how this building stood at the crossroads of Spanish, British, and American influences.
Visitors can expect to hear about Juan Estevan de Pena, the Royal Spanish Treasurer, and how this residence illustrates the shifting colonial powers. The focus on building materials and architecture helps bring the past to life, making it more than just a historical fact — it becomes a visual story you can picture walking through.
The Cathedral Basilica and Government House: Symbols of Power and Faith
Next, the tour explores the Cathedral Basilica of Saint Augustine, built between 1793 and 1797. As the oldest Christian congregation in the contiguous U.S., it’s a must-see for history and architecture lovers. The guide will highlight how its construction during the Second Spanish Period reflects the enduring influence of Spanish culture, even under British rule.
A visit to the Government House rounds out the political picture. This residence was used during all three colonial periods, serving as a hub of power. The guide will explain how this building adapted through changing rulers, contributing to Saint Augustine’s resilience and layered history.
Plaza de la Constitución: The Heart of Colonial and British Life
Moving into the Plaza de la Constitución, you’ll learn about its significance as a central gathering place. While the tour emphasizes the British period, it also touches on earlier and later histories. You’ll hear about Aviles Street, the oldest street in the U.S., and its role during the British occupation.
The tour also covers the historic fortifications and their strategic importance before, during, and after the British period. Expect to learn how these structures protected the town and how their use evolved over time.
The Greeks in Saint Augustine: An Unexpected Chapter
One of the unique elements of this tour is the shrine dedicated to the 400 Greeks who sought refuge in Saint Augustine after the fall of New Smyrna Colony. It’s a lesser-known chapter of history, and your guide will share stories of their resilience and the multicultural tapestry that makes Saint Augustine special.
Final Stop: A Customizable Experience
Since this is a private tour, the guide can adapt the stops or spend more time on topics that interest you — whether it’s more about architecture, colonial politics, or personal stories from the era. The flexibility means your experience can be as broad or as focused as you like.
What We Think About the Experience

This tour offers excellent value for those interested in authentic, well-researched history with a personal touch. The $72 price point reflects the depth of information and the personalized service. While some might find it a little pricey compared to larger, less specialized tours, the quality and intimacy more than justify the cost.
The fact that it’s booked an average of 8 days in advance shows how appreciated this experience is — and for good reason. We loved how the tour not only covered key historical sites but also explained their significance in a way that makes history meaningful today.
One of the best aspects is the guide’s enthusiasm and ability to adapt to your interests. As one reviewer pointed out, Jonathan’s wealth of knowledge and attention mean you won’t feel hurried or overwhelmed. Instead, you’ll leave with a richer understanding of Saint Augustine’s British period, seeing the city through a lens that combines architecture, politics, and personal stories.
The Practical Side
The tour is mobile ticketed, making check-in straightforward. It lasts about 2 to 3 hours, a perfect length for a leisurely exploration without fatigue. As a private experience, it’s ideal for small groups, families, or couples looking for an in-depth, tailored experience.
Who Would Enjoy This Tour?

This experience is best suited for history enthusiasts who want a detailed and authentic understanding of Saint Augustine’s British period. It’s also perfect for travelers who appreciate a personalized approach and enjoy engaging storytelling. If you enjoy visiting historic buildings and learning about architecture and cultural shifts, this tour won’t disappoint.
It’s less suited for travelers seeking a fast overview or those who prefer larger group tours with a more general focus. However, for those with a curiosity about lesser-known aspects of Saint Augustine’s past, the tour offers a compelling, well-researched narrative.
FAQs

Is this tour suitable for children or all ages?
Yes, most travelers can participate, and the private nature makes it adaptable for families with children or groups with specific needs.
How long does the tour last?
It runs approximately 2 to 3 hours, providing a thorough but manageable experience.
Is the tour accessible for people with mobility issues?
While specific accessibility details aren’t provided, the tour primarily involves visiting historic sites that may have varying accessibility — it’s best to contact the provider directly for accommodations.
What is the meeting point?
The tour begins at 57 Treasury Street, Saint Augustine, right in the historic downtown.
Can I cancel the tour if my plans change?
Yes, the tour offers free cancellation if you notify at least 24 hours in advance.
Are tickets purchased in advance required?
Yes, it’s recommended to book at least 8 days prior, especially in peak seasons, to secure your spot.
What makes this tour different from others?
The personalized, research-backed approach and focus on the British period, combined with a private setting, create a more engaging and tailored experience.
Is the price of $72 per person worth it?
Considering the depth of storytelling, private setting, and well-researched content, most travelers interested in history will find this a worthwhile investment.
To sum it up, if you’re after an authentic, detailed look at Saint Augustine during the British period, with a guide eager to share their passion, this tour offers real value. It’s perfect for those who want to avoid cookie-cutter tours and instead explore a city’s layered past through the eyes of a knowledgeable local. Expect a rich, personal, and memorable journey into a lesser-known chapter of Florida’s oldest city.
More Historical Tours in St Augustine
More Tours in St Augustine
More Tour Reviews in St Augustine
- Riding Through History of St.Augustine: Premium Tour with PiCk Up
- Bastions of St. Augustine Self Guided Audio Tour
- Potter’s Wax Museum Admission in St. Augustine
- Fun Interactive Digital Scavenger Hunt in St. Augustine
- 10:30pm Shadows of the Supernatural Tour
- Rhythm of the Night Tour Party Boat St. Augustine, FL
More St Augustine experiences we've covered
- St Augustine’s 9 Best Drinking Tours (With Prices & Reviews)
- Which St Augustine Dolphin Watching Tours To Choose? We Rank The 9 Best
- The 15 Best Boat Tours & Cruises In St Augustine
- St Augustine’s 3 Top Concert Experiences
- 8 Most Highly Rated City Tours In St Augustine
- 5 Of The Best 1-Hour Tours In St Augustine
- Our 3 Favorite St Augustine Canoe & Kayak Experiences
- 16 Best Tours In St Augustine (With Reviews & Prices)
- Riding Through History of St.Augustine: Premium Tour with PiCk Up
- Bastions of St. Augustine Self Guided Audio Tour
- Potter’s Wax Museum Admission in St. Augustine
- Fun Interactive Digital Scavenger Hunt in St. Augustine
